Park car roughly in the correct place, and wait. No more issues using any cable technology that’s appropriate like coolants or the sheer cable mass in terms of copper. The robot can be built to match , and every charging port makes a nice standard looking target for vision tracking and alignment to drive the robot to the right place every time.
Edit: Obviously, a car should accept only the "tiers" that it is rated for, but the charging station and the car can negotiate which "tier" that they would like to charge.
This is what I mean by "movable stand": https://www.slimlinewarehouse.com.au/movable-lcd-tv-stand/tv...
Diesel might be closer to 50MW? But regardless, it's not 33kWh per gallon of energy to the wheels. Most of the energy is wasted. So of course a battery electric truck wouldn't require that much energy to do the same work.
I've seen that trucks and buses just use multiple charging cables. But yeah, you'll never charge a large truck from 0 to 100% in 1 minute. Overnight charging will be the norm.